Ligand
Ligand Name:   Nafcillin
Ligand Type:   non-polymer
Ligand ID:   COVPDB1142 PubChem:   8982
Synonym(s):  
  •   naphcillin
  • nallpen
  • nafcilina
  • nafcilline
  • nafcillinum
  • unipen
  • 147-52-4
  • (2-ethoxy-1-naphthyl)penicillin
  • nafcilina [inn-spanish]
  • nafcilline [inn-french]
  • nafcillinum [inn-latin]
  • nafcillin sodium salt
  • (2-ethoxy-1-naphthalenyl)penicillin
  • chebi:7447
  • (2s,5r,6r)-6-[(2-ethoxynaphthalene-1-carbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • unii-4cnz27m7rv
  • penicillin, (2-ethoxy-1-naphthalenyl)-
  • 6-(2-ethoxy-1-naphthamido)penicillanic acid
  • 4cnz27m7rv
  • nafcilin-1
  • nafcillin [inn:ban]
  • (2s,5r,6r)-6-[(2-ethoxy-1-naphthoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • (2s,5r,6r)-6-{[(2-ethoxynaphthalen-1-yl)carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • nafcillin (inn)
  • 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2-ethoxy-1-naphthalenyl)carbonyl]amino]-3,3-dimethyl-7-oxo-, (2s,5r,6r)-
  • hsdb 3133
  • 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2-ethoxy-1-naphthamido)-3,3-dimethyl-7-oxo-
  • 7177-50-6
  • einecs 205-690-9
  • penicillin, (2-ethoxy-1-naphthyl)-
  • brn 0862393
  • 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((2-ethoxy-1-naphthalenyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, (2s-(2alpha,5alpha,6beta))-
  • nafcillin, antibiotic for culture media use only
  • prestwick0_000843
  • prestwick1_000843
  • prestwick2_000843
  • prestwick3_000843
  • epitope id:141583
  • chembl1443
  • schembl47797
  • bspbio_000825
  • spbio_002746
  • bpbio1_000909
  • dtxsid8023343
  • gtpl10942
  • ethoxynaphthamido penicillin sodium
  • bcp17447
  • zinc3875980
  • bdbm50103525
  • db00607
  • 6beta-(2-ethoxynaphthalene-1-carboxamido)-2,2-dimethylpenam-3alpha-carboxylic acid
  • (2s,5r,6r)-6-({[2-(ethyloxy)naphthalen-1-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • (2s,5r,6r)-6-(2-ethoxynaphthalene-1-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • c07250
  • d08242
  • 177n506
  • q1638852
  • w-108115
  • brd-k18574842-323-03-3
  • (2s,5r,6r)-6-(2-ethoxy-1-naphthamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
show 59 synonym(s)
DrugBank:   DB00607 ChEMBL:   CHEMBL1443
Canonical SMILES:   CCOc1ccc2ccccc2c1C(=O)N[C@H]1[C@H]2SC(C)(C)[C@@H](N2C1=O)C(O)=O
Standard InChI:   InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/t15-,16+,19-/m1/s1
Molecular Formula:   C21H22N2O5S Mol. Weight:   414.12494 logP:   2.4838
HBD:   2 HBA:   5
#Rotatable Bonds:   5 TPSA:   95.94

Bound Proteins
Protein Name Uniprot ID/ACC Organism PDB ID HET Code Binding Affinity Binding Database Complex Card
Penicillin-binding protein 4 A0A0H2WY27 (A0A0H2WY27_STAAC) Staphylococcus aureus (strain COL) 5TY7 NFF
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SHOW
Peptidoglycan glycosyltransferase C8W8H7 (C8W8H7_ATOPD) Atopobium parvulum (strain ATCC 33793 / DSM 20469 / JCM 10300 / VPI 0546) (Streptococcus parvulus) (Peptostreptococcus parvulus) 4RA7 NXU
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SHOW
Penicillin-binding protein 4 A0A0H2WY27 (A0A0H2WY27_STAAC) Staphylococcus aureus (strain COL) 5TY2 NFF
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SHOW